N-butyl resorcinol



I Patented Nov. 15, 1927.

ALTER-EB lit. L. EOEZME, F BALTIMGEE, MARYLAND, ASSIGNQR TO SHARE '5: DUHME, INC Q35 EALEIIIQRE, MARYLAND, A CORPORATION OF NEW JERSEY- N-BUTYL BESORCINOL.

Ho Drawing.

This invention relates to a new product, namely, n-butyl resorcinol in a pure form. The new n-but lresorcinol has the formula C,I I (OH),C CH CILCH and forms -5 whlte crystals, and possesses value as a therapeutic agent.

The invention will be illustrated by the following specific example, but is not limited thereto.

80 parts of resorcinol are heated in an open vessel with 200 parts of pure normal butyric acid and 200 parts of zinc chloride until the reaction begins. The source of heat is then removed and the reaction per- 1 mltted to continue until it ceases. Water is then added and a reddish oily substance separates out which is normal "butyryl resorcinol, a ketone of the formula c,H, oH ,.ooo,H,. This product can be obtained in the form of white crystals melting at 68 to 69 C; when purified by recrystallization from a mixture of benzol and petroleum ether.

The oil is separated, purifiedby redistillation in vacuo, when yellow oil. The .oil

is then mixed m a vessel melting point of it appears as a pure- Applicetion filed Ianuary 16, 1925. Serial No. 2,810.

supplied with a reflux condenser with zinc amalgam and dilute hydrochloric acid in the proportions of 50 parts of ketone, 20 parts of zinc amalgam and 600 parts of dilute hydrochloric acid and boiled for about ten hours or more. A reddish yellow oil separates out on the top of the liquid and 1S separated, redistilled in vacuo and recrystallized from benzol when it separates out in white crystals. This substance is normal butyl resorcinol which melts at 4748 C. The product is slightly soluble in water, readily soluble in alcohol, benzol and vegetable oils. It is relatively non-toxic when given in proper doses internally and possesses valuab e properties as an antiseptic and germicide, having a phenol coefiicient of about 22.

I claim:

As a new roduct, .pure n-but l resorcinol having 1; e formula G HJOHiQLH being a white crystalline substance havmg a 4748 (3., being slightly soluble in water and readily soluble, in alcohol, benzol and vegetable oil. In testimony whereof I afiix my signature.

' ALFRED R. L. DOHIIE. 

